Holiday rentals in Woodland Park
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Top-rated holiday rentals in Woodland Park
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Cozy Forest Escape w/ Hot Tub & Scenic Views
Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.
HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest
Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.
Little Woody's Hideaway-(4)DownTown - 329662
License 329662. Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide for all your adventures!
Wabi Sabi Tiny House - No Cleaning Fees!
I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗
Into the Woods Aframe | Hot Tub | FirePit| 6 Acres
✨ Step into an ideal Colorado getaway at this renovated A-Frame. 🏔️ It is truly a gem with comfort and minimalism in mind. 🔥Newly added Pellet Burning Stove! 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine, aspen trees, and rock outcroppings, give a secluded and private stay. 🛁 A hot tub to soak in under a star-filled sky completes the space. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.
Modern A-Frame w/ Hot Tub + Stargazing Dome
✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)
Scenic Mountain Home: Hot Tub, Fireplace & Deck
Escape to Rockies Ranch, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and savor the breathtaking views of the Rampart Range from the chic deck. Your perfect mountain getaway awaits at Rockies Ranch.
Sunny Treetop Tiny Home! Beautiful Pikes Peak View
Welcome to Treetop Tiny Home! My home is nestled in an adorable close knit Tiny Home community in the lovely town of Woodland Park, Colorado! Come and escape the hustle of this busy world, and enter into the peaceful tranquility of tiny home living... in the woods. Woodland Park is centrally located to some of the finest attractions Colorado has to offer: Just minutes to Rampart Reservoir, Pikes Peak, The North Pole, Cave of the Winds, and so many beautiful hikes! Insta @treetoptinyhome
Charming Mountain Retreat with private HOT TUB
Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!
A-frame, Tiny home, Hot tub, 3 acres, Sleeps 4!
Kick back and relax in this stylish tiny home A-frame on 2 acres for a romantic getaway or time with your family. • Hot tub • Sleeps 4 • Indoor fire place & outdoor propane fire pit • Fully stocked coffee bar provided • Board games • Off-road trails & rentals in town all year • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Secluded & outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport
The Potlatch Cabin
Escape to this cozy mountain hideaway just 15 minutes from Woodland Park and under an hour to top adventures like Pikes Peak, Garden of the Gods, Seven Falls, and Manitou Springs. Enjoy hiking, fishing, skiing, and more nearby. Relax on the porch, in hammocks, or by the fire-pit with mountain views and starry skies. Inside, unwind by the fireplace, cook in the full kitchen, or enjoy movies, games, and books.
Cozy Pike’s Peak Retreat | Views + Fireplace
Woodland Park tiny house with Pike’s Peak mountain views — minutes to Cripple Creek, Ice Castles & hiking. Walk to Starbucks, Safeway & local shops. Ideal for couples or remote work with fast WiFi, full kitchen, electric fireplace & self check-in. Cozy winter escape with tea & cocoa station. 4WD/AWD required Sept–May for safe access.
Popular amenities for Woodland Park holiday rentals
Stay near Woodland Park's top sights
Other great holiday rentals in Woodland Park
NEW! Off-Grid A-Frame | Sauna and Stargazing Swing
Mountain Glen Vista! License # 331228
Mountain Cabin-cozy retreat with mid-century hygge
Woodland Park Scandi Cabin, Mtn Views & Hot Tub
Secluded Forest Retreat | Hot Tub & Views
Rocky Mountain Oasis Mini-Resort 338900
Cozy Mountain Retreat on 3 Wooded Acres
Glenwood Heights: Mountain Forest Peaceful Getaway
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 SGD | $168 SGD | $188 SGD | $162 SGD | $171 SGD | $190 SGD | $199 SGD | $197 SGD | $190 SGD | $185 SGD | $173 SGD | $188 SGD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Woodland Park?
Popular areas for stays in Woodland Park include homes with mountain views, cabins nestled among pine trees, and accommodation near local parks. Rentals close to trail access or in quiet residential neighborhoods are frequently suggested.
What are the best things to do in Woodland Park with kids?
Consider hands-on science exhibits, small animal encounters, and accessible forest trails around Woodland Park. Many families enjoy fishing ponds, nature programs, and creative arts workshops when available.
What are some of the best things to do in Woodland Park?
Experience science-focused museums, explore local art galleries, or set out on a hiking trail to enjoy mountain views in Woodland Park. Seasonal events, farmers markets, and nearby fishing lakes are frequently suggested activities.
How is the weather in Woodland Park?
Woodland Park has cool winters ranging from 19–45°F (-7–7°C) and warm summers often between 53–87°F (12–30°C). Weather can change quickly in the mountains, so layered clothing is useful year-round.
When is the best time to visit Woodland Park?
Milder weather and seasonal festivals in late spring through early fall are often recommended for Woodland Park, with outdoor activities peaking during these months. Winter brings opportunities for snow-focused recreation and a quieter pace.
What are the best places to visit in Woodland Park?
Frequently suggested places to explore in Woodland Park include nature parks, science centers, art galleries, and local museums. The city’s gathering spaces and forested recreation areas highlight the appeal of this mountain community.
What are some hiking trails in Woodland Park?
Woodland Park has hiking experiences ranging from forested walks to scenic mountain viewpoints. Explore trails in nearby parks and nature areas, which are frequently suggested for their peaceful landscapes and chance to spot local wildlife.
What are some family activities we can do in Woodland Park?
Families often explore playgrounds, interactive museums, and easy hiking trails around Woodland Park. Outdoor spaces with picnic areas and accessible paths are frequently suggested for all ages.
What are some of the best day trip ideas from Woodland Park?
Explore other mountain communities, scenic parks, or outdoor recreation areas near Woodland Park. Day trips often include visits to historic towns, forested hiking paths, and geological sites noted for their local significance.
Are there any pet friendly accommodations available in Woodland Park?
Many rentals in Woodland Park welcome pets and provide comfortable spaces for four-legged companions. Forested surroundings and local parks make it easy to explore the outdoors with your dog.
What are some local tips for visiting Woodland Park?
Locals often recommend starting the day early for peaceful trails and mountain views, and dressing in layers to adjust to shifting weather. Support community-run shops and check local event calendars for seasonal happenings during your stay.
What is Woodland Park known for?
Woodland Park is known for its mountain atmosphere, opportunities for outdoor recreation, and family-friendly attractions. The city has a lively arts scene and vibrant community traditions rooted in its scenic surroundings.
What are the best hidden gems to explore in Woodland Park?
Woodland Park has locally loved markets, quiet forest trails, and small galleries that highlight the region's artistic side. Seek out independently owned shops and tucked-away cafes for a glimpse into everyday community life.
What are the best foods to try in Woodland Park?
Woodland Park's dining scene highlights local flavors, with mountain-style steaks, hearty burgers, and classic American breakfasts often suggested. Look for coffee shops, bakeries, and eateries serving locally inspired dishes and regional favorites.
What should I bring for a trip to Woodland Park?
Pack layers for changing mountain weather and sturdy shoes for walking or hiking. Sun protection, a reusable water bottle, and a rain jacket are often recommended, as temperatures can shift quickly throughout the day.
What is the nightlife in Woodland Park like?
Nightlife in Woodland Park is relaxed, with local pubs, casual bars, and laid-back venues often suggested by visitors. Expect live music on select nights and gathering spots where locals and travelers mingle.
What are the most popular events or festivals in Woodland Park?
Woodland Park has events tied to art, seasonal markets, and outdoor celebrations, with some gathering around Labor Day weekend and in late summer months. Farmers markets and craft fairs are frequently suggested by locals.
Are there family friendly vacation rentals in Woodland Park?
Woodland Park has a range of family-friendly vacation rentals, featuring larger living spaces, kitchens, and outdoor areas. Neighborhoods around parks or near recreation areas are frequently chosen by families seeking convenience and comfort.
Quick stats about holiday rentals in Woodland Park
Total holiday rentals
Explore 190 holiday rentals in Woodland Park
Nightly prices starting at
Woodland Park holiday rentals start at $13 SGD per night before taxes and fees
Verified guest reviews
Over 16,310 verified reviews to help you choose
Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 60 rentals that welcome pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wifi availability
190 of Woodland Park holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Woodland Park rentals
4.9 Average rating
Woodland Park stays are highly rated by guests – averaging 4.9 out of 5!
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- Red Rocks Amphitheatre
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- University of Denver
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- Staunton State Park
- Mueller State Park
- Castlewood Canyon State Park
- Red Rock Canyon Open Space
- Roxborough State Park
- Colorado Wolf and Wildlife Center
- The Broadmoor Golf Club
- The Broadmoor World Arena
- Colorado Springs Pioneers Museum
- Pikes Peak - America's Mountain
- Cherry Creek State Park
- Helen Hunt Falls
- Palmer Park
- Rocky Mountain Dinosaur Resource Center
- Paint Mines Interpretive Park
- Fiddler’s Green Amphitheatre
- Colorado College
- Florissant Fossil Beds National Monument